Ethyl 3-isocyanatopropanoate → 3-{3-[5-(3-Imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido}-propionic acid ethyl ester

HRID 2247384Notes

Reaction equation

HRID 2247384 reaction equation
C(OC(=O)CCCNC(NC1SC(C2C=CC(S(C)(=O)=O)=C(F)C=2)=C(C)N=1)=O)C.[N:30]1([C:35]2[CH:36]=[C:37]([C:45]3[S:49][C:48]([NH2:50])=[N:47][C:46]=3[CH3:51])[CH:38]=[CH:39][C:40]=2[S:41]([CH3:44])(=[O:43])=[O:42])[CH:34]=[CH:33][N:32]=[CH:31]1.[CH2:52]([O:54][C:55](=[O:61])[CH2:56][CH2:57][N:58]=[C:59]=[O:60])[CH3:53]>>[CH2:52]([O:54][C:55](=[O:61])[CH2:56][CH2:57][NH:58][C:59]([NH:50][C:48]1[S:49][C:45]([C:37]2[CH:38]=[CH:39][C:40]([S:41]([CH3:44])(=[O:43])=[O:42])=[C:35]([N:30]3[CH:34]=[CH:33][N:32]=[CH:31]3)[CH:36]=2)=[C:46]([CH3:51])[N:47]=1)=[O:60])[CH3:53]

Participants

4

Reactant 3

HCID 2733373Ethyl 3-isocyanatopropanoateHCID 574737535-(3-Imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamineHCID 865984314-{3-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido)-butyric acid ethyl ester

Product 1

HCID 865984353-{3-[5-(3-Imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido}-propionic acid ethyl ester

Procedure

The title compound is prepared by the same procedure as 4-{3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido}-butyric acid ethyl ester (Example 164) by replacing 5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine (Example 72) with 5-(3-imidazol-1-yl-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine (Example 148) and replacing ethyl-4-isocyanatobutyrate with 3-isocyanato-propionic acid ethyl ester.

Sources & evidence

ORD record
ord-a36018b1ac0e42908f5f03fb3cd6ced8
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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